Sodium Carbonate → HCID 12818609, compound

HRID 1703121Notes

Reaction equation

HRID 1703121 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[C:7](=[O:19])[N:8]([CH3:18])[C:9]2[C:14]([C:15]=1Cl)=[CH:13][CH:12]=[C:11]([CH3:17])[N:10]=2)=[O:5])[CH3:2].[NH:20]1[CH2:24][CH2:23][CH2:22][CH2:21]1.C(=O)([O-])[O-].[Na+].[Na+]>C(O)C>[CH2:1]([O:3][C:4]([C:6]1[C:7](=[O:19])[N:8]([CH3:18])[C:9]2[C:14]([C:15]=1[N:20]1[CH2:24][CH2:23][CH2:22][CH2:21]1)=[CH:13][CH:12]=[C:11]([CH3:17])[N:10]=2)=[O:5])[CH3:2]

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 31268PyrrolidineHCID 12818608HCID 12818608, compound

Product 1

HCID 12818609HCID 12818609, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A stirred mixture of 2.8 g. (0.01 mole) of 4-chloro-1,7-dimethyl-1,2-dihydro-2-oxo-1,8-naphthyridine-3-carboxylic acid ethyl ester, 0.7 g. (0.01 mole) of pyrrolidine and 1.06 g. (0.01 mole) of sodium carbonate in 30 ml. of ethanol was heated under reflux for 5 hours. The mixture was filtered and the filtrate was cooled in ice. The precipitate which formed was collected and was recrystallized from heptane to give 1.7 g. of product, m.p. 108°-111° C.

Workup

  1. additionA stirred mixture of 2.8 g
  2. temperatureunder reflux for 5 hours
  3. filtrationThe mixture was filtered
  4. temperaturethe filtrate was cooled in ice
  5. customThe precipitate which formed
  6. customwas collected
  7. customwas recrystallized from heptane
  8. customto give 1.7 g

Sources & evidence

ORD record
ord-ab1b44760e0f418b9515b3c0fb948dad
Source dataset
uspto-grants-1982_09
Patent number
US04350817

Reaction notes

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